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Molecules 2015, 20(8), 15049-15059; doi:10.3390/molecules200815049

One-Pot Synthesis of Organic-Sulfur-Zinc Hybrid Materials via Polycondensation of a Zinc Salt and Thiols Generated in Situ from Cyclic Dithiocarbonates

Department of Chemistry and Chemical Engineering, Faculty of Engineering, Yamagata University, 4-3-16 Jonan, Yonezawa, Yamagata 992-8510, Japan
These authors contributed equally to this work.
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Author to whom correspondence should be addressed.
Academic Editor: Atsushi Sudo
Received: 12 May 2015 / Revised: 12 May 2015 / Accepted: 10 August 2015 / Published: 17 August 2015
(This article belongs to the Special Issue Ring-Opening Polymerization)
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Abstract

Soluble organic-sulfur-zinc hybrid polymers were prepared via a one-pot reaction consisting of ring-opening addition and subsequent polycondensation. The first reaction is the nucleophilic ring-opening addition of 2-ethylhexylamine to multifunctional cyclic dithiocarbonates giving multiple thiols in situ. The sequential polycondensation of the in situ generated thiols with Zn(OAc)2 gave the target hybrid polymers. This one-pot method enabled the use of a shorter amine than the previous polycondensation of Zn(OAc)2 and purified thiols, which required octadecylamine to obtain a soluble product. The obtained hybrid polymers may be cast as composite films with polystyrene and poly(methyl methacrylate). Owing to the shorter alkyl chain, the calculated nD values of the products (1.60 or 1.61) are higher than that of the previous product bearing octadecyl chains (1.53). View Full-Text
Keywords: organic-inorganic hybrid; nanoparticle; refractive index; sulfur; zinc; thiol; polycondensation; ring-opening organic-inorganic hybrid; nanoparticle; refractive index; sulfur; zinc; thiol; polycondensation; ring-opening
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This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited. (CC BY 4.0).

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Ochiai, B.; Konta, H. One-Pot Synthesis of Organic-Sulfur-Zinc Hybrid Materials via Polycondensation of a Zinc Salt and Thiols Generated in Situ from Cyclic Dithiocarbonates. Molecules 2015, 20, 15049-15059.

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